80808-96-4Relevant articles and documents
Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors
Baev, Dmitriy,Belenkaya, Svetlana,Chirkova, Varvara,Dalinger, Alexander,Kalinin, Mikhail,Khvostov, Aleksei,Krut'Ko, Dmitry,Maksyutov, Rinat,Medved'Ko, Aleksei,Salakhutdinov, Nariman,Shanshin, Daniil,Sharlaeva, Elena,Shcherbakov, Dmitriy,Tolstikova, Tatyana,Vatsadze, Sergey,Volosnikova, Ekaterina,Yarovaya, Olga
, (2021/10/21)
For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10 μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the molecules containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the experimental and theoretical results obtained, further directions for the development of this topic were proposed.
Conjugates of Bispidine and Monoterpenoids as Ligands of Metal Complex Catalysts for the Henry Reaction
Dalinger, A. I.,Komarova, N. I.,Korchagina, D. V.,Medvedko, A. V.,Mozhaitsev, E. S.,Patrusheva, O. S.,Ponomarev, K. Y.,Rogachev, A. D.,Salakhutdinov, N. F.,Suslov, E. V.,Vatsadze, S. Z.,Volcho, K. P.
, p. 1969 - 1981 (2021/01/13)
Abstract: A number of chiral chelating conjugates combining a bispidine central backbone and one or two pinene side fragments were synthesized. It was shown for the first time that the synthesized compounds are capable to act as catalysts in the Henry rea
Formation of 1,3-diazaadamantane derivatives by the reaction of bispidine derivatives with dialdehydes
Kuznetsov,Senan,Razenko,Serova
, p. 2689 - 2692 (2015/08/24)
Heating of 3,7-di(tert-butyl)-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one with hydro-bromic acid gave 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one (1,5-dimethylbispidin-9-one). Condensation of this compound or 1,5-dimethylbispidin-9-ol with dialdehydes afforded new compounds containing two 1,3-diazaadamantane moieties in one molecule, which are connected either directly or through spacers.
SYNTHESIS AND CONVERSIONS OF POLYHEDRAL COMPOUNDS 17. CONVERSION OF 1,3-DIAZA- AND 1,3,5-TRIAZAADAMANTANES TO NITROGEN-CONTAINING PENTACYCLIC COMPOUNDS
Minasyan, G. G.,Agadzhanyan, Ts. E.,Adamyan, G. G.
, p. 94 - 98 (2007/10/02)
It has been shown that derivatives of 1,3-diaza- and 1,3,5-triazaadamantanes, and also derivatives of 3,7-diazabicyclononane, interact with 3,7-bis(bromoacetyl)-3,7-diaza- and 3,7-bis(bromoacetyl)-1,3,7-triazabicyclononanes in the presence of bases to form previously unknown types of heteropolyhedral structures - nitrogen-containing pentacyclic compounds.
